1-Ethylpiperazine → HCID 12521672, compound

HRID 371650Notes

Reaction equation

HRID 371650 reaction equation
CS[C:3]1[C:4]2[C:5](=[CH:14][S:15][CH:16]=2)[NH:6][C:7]2[CH:13]=[CH:12][CH:11]=[CH:10][C:8]=2[N:9]=1.[CH2:17]([N:19]1[CH2:24][CH2:23][NH:22][CH2:21][CH2:20]1)[CH3:18]>C(O)(=O)C>[CH2:17]([N:19]1[CH2:24][CH2:23][N:22]([C:3]2[C:4]3[C:5](=[CH:14][S:15][CH:16]=3)[NH:6][C:7]3[CH:13]=[CH:12][CH:11]=[CH:10][C:8]=3[N:9]=2)[CH2:21][CH2:20]1)[CH3:18]

Participants

4

Reactant 2

HCID 791961-EthylpiperazineHCID 12521659HCID 12521659, compound

Product 1

HCID 12521672HCID 12521672, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidCatalyst

Procedure

A mixture comprising 2.5 g. of 10-(methylthio)-4H-thieno[3,4-b][1,5]benzodiazepine (U.S. Pat. No. 3,951,981 -- Ex. 2), 11.4 g. of N-ethylpiperazine and 3 drops of acetic acid is stirred and refluxed overnight. The mixture is evaporated. The residue is slurried in water and then the residue is dissolved in 50 ml. of 2N acetic acid, filtered and the filtrate is made alkaline with ammonium hydroxide. The mixture is cooled and filtered. The solid is recrystallized twice from ethanol giving 10-(4-ethyl-1-piperazinyl)-4H-thieno[3,4-b][1,5]benzodiazepine.

Workup

  1. temperaturerefluxed overnight
  2. customThe mixture is evaporated
  3. dissolutionthe residue is dissolved in 50 ml
  4. filtrationof 2N acetic acid, filtered
  5. temperatureThe mixture is cooled
  6. filtrationfiltered
  7. customThe solid is recrystallized twice from ethanol

Sources & evidence

ORD record
ord-7c6fbaafc1db4d03896a02abeb3b51ce
Source dataset
uspto-grants-1978_05
Patent number
US04087421

Reaction notes

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